We started seeing this behavior in AC22 in detail drawings, and now in AC23 as well. We reported it to GS but never heard anything back. I will be watching this post to see if anyone has a resolution. Your not alone.
Just to confirm I am still seeing this on my Mac. To me it is random, but I am sure there is some logic behind it.
The previous advice from GS was to:
1. Make sure nothing is selected in your drawing
2. Select the LABEL tool
3. Use CTRL-A to select all labels
4. Use CTRL-T to open the LABEL INFO BOX
5. Don't change anything and just click OK to refresh all the displayed LABELS
Quick to do once you know, but it shouldn't be needed in the first place!
Hopefully your keyboard shortcuts haven't been changed from standard.
Apple iMac macOS Catalina / AC23UKI (most recent builds)